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850165P

Avanti

18:0-20:4 PI(4,5)P2

1-stearoyl-2-arachidonoyl-sn-glycero-3-phospho-(1′-myo-inositol-4′,5′-bisphosphate) (ammonium salt), powder

Synonyme(s) :

1-octadecanoyl-2-(5Z,8Z,11Z,14Z-eicosatetraenoyl)-sn-glycero-3-[phosphoinositol-4,5-bisphosphate] (ammonium salt); PIP2[4′,5′](18:0/20:4(5Z,8Z,11Z,14Z))

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About This Item

Formule empirique (notation de Hill):
C47H94N3O19P3
Numéro CAS:
799268-59-0
Poids moléculaire :
1098.18
Code UNSPSC :
51191904
Nomenclature NACRES :
NA.25

Pureté

>99% (TLC)

Forme

powder

Conditionnement

pkg of 1 × 100 μg (with stopper and crimp cap (850165P-100ug))
pkg of 1 × 500 μg (with stopper and crimp cap (850165P-500ug))

Fabricant/nom de marque

Avanti Research™ - A Croda Brand 850165P

Type de lipide

cardiolipins
phospholipids

Conditions d'expédition

dry ice

Température de stockage

−20°C

Chaîne SMILES 

[H][C@@](COP([O-])(O[C@H]1[C@H](O)[C@@H](OP(O)([O-])=O)[C@H](OP([O-])(O)=O)[C@@H](O)[C@H]1O)=O)(OC(CCC/C=C\C/C=C\C/C=C\C/C=C\CCCCC)=O)COC(CCCCCCCCCCCCCCCCC)=O.[NH4+].[NH4+].[NH4+]

Description générale

Although PI(4,5)P2 is a minor component of cell membranes, it plays a critical role as a substrate for a number of important signaling proteins. PI(4,5)P2 is an intermediate in the IP3/DAG pathway where it is hydrolyzed by phospholipase C to liberate the second messengers, inositol 1,4,5-triphosphate (IP3) and diacylglycerol (DAG). PI(4,5)P2 is also a substrate for PI 3-kinase where it is phosphorylated to PI(3,4,5)P3, an activator of downstream signaling components such as the protein kinase AKT.
Phosphatidylinositol 4,5-bisphosphate (PIP2) is a negatively charged phospholipid, abundant in the plasma membrane.

Application

18:0-20:4 PI(4,5)P2 or 1-stearoyl-2-arachidonoyl-sn-glycero-3-phospho-(1′-myo-inositol-4′,5′-bisphosphate) (ammonium salt) has been used:
  • in cryo-electron microscopy (cryo-EM) grid preparation
  • in host 1-O-1-(Z)-octadecenyl-2-arachidonoyl-sn-glycero-3-phosphocholine (plasmenyl-SAPC) small unilamellar vesicles (SUVs) in the presence of H2O2 to activate cyt c plasmalogenase activity
  • to study whether acyl chain types affect phosphatidylinositol 4,5-bisphosphate (PIP2) cluster formation

Conditionnement

2 mL Amber Serum Vial with Stopper and Crimp Cap (850165P-100ug)
2 mL Amber Serum Vial with Stopper and Crimp Cap (850165P-500ug)

Informations légales

Avanti Research is a trademark of Avanti Polar Lipids, LLC

Code de la classe de stockage

11 - Combustible Solids

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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Consulter la Bibliothèque de documents

Tao Liang et al.
The Journal of biological chemistry, 289(9), 6028-6040 (2014-01-17)
In β-cells, syntaxin (Syn)-1A interacts with SUR1 to inhibit ATP-sensitive potassium channels (KATP channels). PIP2 binds the Kir6.2 subunit to open KATP channels. PIP2 also modifies Syn-1A clustering in plasma membrane (PM) that may alter Syn-1A actions on PM proteins
Peter Y Mercredi et al.
Journal of molecular biology, 428(8), 1637-1655 (2016-03-20)
Assembly of HIV-1 particles is initiated by the trafficking of viral Gag polyproteins from the cytoplasm to the plasma membrane, where they co-localize and bud to form immature particles. Membrane targeting is mediated by the N-terminally myristoylated matrix (MA) domain
Christopher M Jenkins et al.
The Journal of biological chemistry, 293(22), 8693-8709 (2018-03-14)
Plasmalogens are phospholipids critical for cell function and signaling that contain a vinyl ether linkage at the sn-1 position and are highly enriched in arachidonic acid (AA) at the sn-2 position. However, the enzyme(s) responsible for the cleavage of the
Yi Wen et al.
Biophysical journal, 114(11), 2630-2639 (2018-06-07)
Phosphatidylinositol 4,5-bisphosphate (PI(4,5)P2 or PIP2), is a key component of the inner leaflet of the plasma membrane in eukaryotic cells. In model membranes, PIP2 has been reported to form clusters, but whether these locally different conditions could give rise to
George Khelashvili et al.
Biochemistry, 51(39), 7685-7698 (2012-09-07)
Syntaxin (STX) is a N-ethylmaleimide-sensitive factor attachment protein receptor (SNARE) protein that binds to the plasma membrane and regulates ion channels and neurotransmitter transporters. Experiments have established the involvement of the N-terminal segment of STX in direct protein-protein interactions and
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